Abstract
Cyclization of Mannich base with N(4)-substituted thiosemicarbazides by different aliphatic, aromatic and cyclic amines afforded a series of new 1-N-substituted cyclised pyrazoline analogues of thiosemicarbazones (PYZ-TSC) 1-10. Reaction of [Pd(DMSO)(2)Cl(2)] with pyrazoline derivatives led to new palladium(II) complexes [Pd(PYZ-TSC)Cl(2)] 1a-10a. The structures of all the compounds were characterized by spectroscopic methods. It was concluded that the pyrazoline thiosemicarbazone derivatives have two chelating arms, one attached at the 2-position of the pyrazole ring (that is, N donor) and other (S donor) linked to the thiosemicarbazone branch. The determination of antiamoebic activity of all the compounds was done using HM1:-IMSS strain of Entamoeba histolytica, among all the complexes, 8a showed the most promising IC(50) = 0.37 mu M vs. IC(50) = 1.81 mu M of metronidazole, the reference drug. MTT assay showed that the compounds are non-toxic to human kidney epithelial cell line. (c) 2007 Elsevier Masson SAS. All rights reserved.